For example, I don't want to be IT support for my company's WordPress installation.
I am willing to pay $100 per month so that I can tell the VP of Marketing "Please go talk to the nice people at <Wordpress Provider> about why the two buttons in that theme don't align to the same right margin. Tell them to send me an email if something needs analyzed on our side. KTHXBYE."
I also don't want to have to navigate the blizzard of AWS required in order to implement something that won't fall over when 3 canaries and pigeon decide to bang on it--let alone if HN features it.
I imagine that the CMS space is quite similar.
I’ve been on the delivery end of numerous contracts like this over the years. The early big red flag is when you as an organisation are asked to send multiple developers on £xk per day training courses out of your own pocket so they can become “certified”, with the promises of lucrative long term contracts. Ultimately this always ends badly in my experience.
That said, just to make sure you're aware, some companies pay hundreds of thousands if not millions of dollars (I don't know first hand about millions, but I know hundreds of thousands is easy and I'd easily guess million+ isn't unheard of) annually just in licensing for "enterprise" CMS.